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5-Day Adventure in Maine

5-Day Adventure in Maine Itinerary

Last updated: 2024 Jul 04

Exploring Portland's Historic Sites

Morning
Start your day with a visit to the iconic Portland Head Light. This historic lighthouse is one of the most photographed in the United States and offers stunning views of the rugged coastline. Enjoy a leisurely walk around Fort Williams Park and take in the fresh sea breeze.
Afternoon
Head over to Eastern Promenade for a scenic afternoon. This historic promenade offers panoramic views of Casco Bay and is perfect for a relaxing stroll or a picnic. Don't forget to visit the nearby Portland Observatory for a bit of history and more breathtaking views.
Evening
End your day with a tour at Rising Tide Brewing Company. Sample some of Maine's finest craft beers and learn about the brewing process. For dinner, head to Fore Street, known for its farm-to-table cuisine and cozy atmosphere.
Bedtime
Find amazing hotels in Portland, Maine.

Natural Wonders and Coastal Charm

Morning
Begin your day with an early visit to Acadia National Park. Explore the park's stunning landscapes, from rocky shorelines to lush forests. Take a hike up Cadillac Mountain for spectacular sunrise views.
Afternoon
After exploring Acadia, make your way to Bar Harbor's charming downtown area. Enjoy lunch at Side Street Cafe, known for its delicious seafood dishes. Spend some time browsing local shops and galleries.
Evening
In the evening, embark on a sunset cruise around Frenchman Bay. This tour offers beautiful views of the coastline and opportunities to spot local wildlife such as seals and eagles. For dinner, dine at Reading Room Restaurant, offering elegant dining with ocean views.
Bedtime
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Lighthouses and Coastal Towns

Morning
Start your day with a visit to Cape Neddick Nubble Lighthouse, one of Maine's most picturesque lighthouses located in York. Enjoy the serene coastal scenery and take plenty of photos.
Afternoon
Head south to Kittery for some shopping at Kittery Premium Outlets. Find great deals on designer brands while enjoying the charming New England atmosphere. Have lunch at When Pigs Fly Pizzeria, famous for its wood-fired pizzas.
Evening
In the evening, take a tour at New England Distilling back in Portland if you are up for some travel back north (approx 1 hour drive). Learn about traditional distilling methods and sample their handcrafted spirits. End your day with dinner at The Honey Paw, known for its creative Asian-inspired dishes.
Bedtime
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Historic Charm and Artistic Flair

Morning
Begin your day with a visit to the Tate House Museum. This historic house, built in 1755, offers a glimpse into colonial life in Maine. Explore the beautifully preserved rooms and learn about the Tate family's history and their role in Portland's maritime trade.
Afternoon
After your morning at the museum, head to Fort Gorges. Accessible by kayak or boat, this historic fort located on Hog Island offers a unique adventure. Explore the abandoned fortifications and enjoy stunning views of Casco Bay. Pack a picnic lunch to enjoy on the island.
Evening
In the evening, unwind with a visit to New England Distilling if you haven't had a chance earlier. Learn about traditional distilling methods and sample their handcrafted spirits. For dinner, dine at Evo Kitchen + Bar, known for its innovative Mediterranean cuisine and chic atmosphere.
Bedtime
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Coastal Beauty and Cultural Treasures

Morning
Start your day early with a scenic drive to Baie-Saint-Paul in Quebec (approx 4 hours). Begin your exploration with a visit to Baie-Saint-Paul, known for its vibrant arts scene and picturesque landscapes. Stroll through charming streets lined with galleries, boutiques, and cafes.
Afternoon
In the afternoon, take a short drive to Shrine of Saint-Anne-de-Beaupré (Sanctuaire de Sainte-Anne-de-Beaupré). This beautiful basilica is one of Canada's most important pilgrimage sites. Marvel at its stunning architecture and serene surroundings.
Evening
Conclude your day with dinner at Le Mouton Noir, located back in Baie-Saint-Paul. This restaurant offers exquisite French cuisine with locally sourced ingredients. After dinner, take a leisurely walk along the river before heading back to Maine.
Bedtime
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